The Use of Aryl Hydrazide Linkers for the Solid Phase Synthesis of Chemically Modified Peptides

Journal Article · Fri Nov 03 04:00:00 EST 2006 · International Journal of Peptide Research and Therapeutics, N/A, N/A, November 30, 2006, pp. 10.1007/s10989-006-9064-x

OSTI ID:902386

Woo, Y; Mitchell, A R; Camarero, J A

Since Merrifield introduced the concept of solid phase synthesis in 1963 for the rapid preparation of peptides, a large variety of different supports and resin-linkers have been developed that improve the efficiency of peptide assembly and expand the myriad of synthetically feasible peptides. The aryl hydrazide is one of the most useful resin-linkers for the synthesis of chemically modified peptides. This linker is completely stable during Boc- and Fmoc-based solid phase synthesis and yet it can be cleaved under very mild oxidative conditions. The present article reviews the use of this valuable linker for the rapid and efficient synthesis of C-terminal modified peptides, head-to-tail cyclic peptides and lipidated peptides.

• Research Organization: Lawrence Livermore National Laboratory (LLNL), Livermore, CA
• Sponsoring Organization: USDOE
• DOE Contract Number: W-7405-ENG-48
• OSTI ID: 902386
• Report Number(s): UCRL-JRNL-225927
• Journal Information: International Journal of Peptide Research and Therapeutics, N/A, N/A, November 30, 2006, pp. 10.1007/s10989-006-9064-x, Journal Name: International Journal of Peptide Research and Therapeutics, N/A, N/A, November 30, 2006, pp. 10.1007/s10989-006-9064-x
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
EFFICIENCY
HYDRAZIDES
PEPTIDES
SYNTHESIS